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Christy was a girl I worked with. I was fortyone at the time and she was about to turn twentyfour.
I say ‘worked with.’ She was in my department, which numbered about fifty to sixty people so we were not in general contact all of the time, and she had her own circle of friends.
She was about 5’5″, with greatlooking boobs under her working clothes. She had fabulous legs too, and shoulder length hair and she wore glasses which, for me, was a big tick in the box. I was happy enough to view from afar.
On a Christmas night out, her clique joined up with the wider group and I found myself chatting away to a group of them. Just idle stuff, what I’d done before joining the company etc, I told them that I was separated and lived on my own outside of the city. It was nice to chat but I was under no illusion that anything would come of it apart from a few extra good mornings, smiles and, more importantly, memories for when I was wanking.
Christmas day had fallen on a Tuesday so when I returned to work on the Thursday for a couple of days, one of the older female managers (Lynn) was talking away to her friend on the phone about the party. She mentioned that there’d been the usual ‘who do you fancy in the team, who would you fuck’ and without digressing anything about herself, she mentioned that she was surprised with some of the younger girls’ choices thinking they’d have gone for guys around their own age she discovered that a few of them prefered the older men in their team.
When Lynn came off the phone she looked at me, winked and said I’d been mentioned, that some of the girls didn’t really know me but that when I was chatting to them on the night out, they liked what I’d been saying and that I had made them laugh quite a lot.
The following day, Christy and a couple of her pals were in the office and my mind was working overtime wondering if any of them had mentioned me. Early on in the morning, I got an instant message pop up and it was Christy herself asking me to divulge more stories about my youth via the chat, I said I didn’t mind and seeing as no one else was viewing asked her to fire away.
There were a few questions that were easy and innocent enough to answer and then she replied that I had to be totally honest with every answer I gave. She then asked me what age I was when I lost my virginity so I told her, she then asked who it was to so I told her that it was a neighbour of my aunt. The questions got a little more risque and I answered them without thinking if the chat was being recorded or not. Eventually, she asked who I fancied in the department, I mentioned a couple of the other girls, two or three older women and then I just typed ‘you too’. There was a pause and I thought that I’d blown it however, she came back to me about five minutes later and said they’d been talking at the night out and she’d said she liked me too and that there were three others who’d all said the same.
She told me that she was shy, had only ever been with another guy once, she’d had a weight problem when younger and that was a barrier to her having much fun. She had come to our team and lost quite a lot of weight size never bothered me though. Still, I had told her at the time she was dieting that her legs looked fabulous which they did along with her arse, which I’d had the pleasure of viewing as she cycled up a hill near work anyway, Christy then asked what I was prepared to do about who I fancied.
I went back to her and said that whilst it was nice as a fantasy, the reality might be totally different, there was an age gap, and as much as I liked to think about it, I pretty much knew nothing would happen. Christy then suggested I try my luck so, thinking about it, I asked her if she’d like to go out for a drink one night. She declined, however, but came back to say that nothing was stopping us from going out for a walk and chatting. So I asked her to choose a date and I’d be there.
Saturday was free for both of us so we met at one of the nearby country parks and had a walk chatting as we went along it soon turned around to , what turned me on, and what I liked doing, it was tit for tat and I fired the same questions back at her. She kept turning round and looking over her shoulder and eventually said that we were the only ones walking this particular route, with that she turned to face me and asked if I wanted to fuck her.
I answered right away with a yes and then put my hands on her shoulders and pulled her toward me for a kiss. Our mouths opened and soon our tongues were rolling around each other’s mouths. I grabbed her arse and pulled her in close so that she could feel how excited I was. She took my hand and walked me into some trees where she leaned up against one and started undoing her coat and pushing her jumper up, she was wearing a tshirt but no bra, and her nipples were trying to poke their way through the material as the cold air got to them,
I stepped forward and we resumed kissing, I had my hand behind her and could feel her warm skin above her jeans, moving it up and to the side I felt it come into contact with her breast, she let out a moan as I played with her nipple and our kissing got harder and more passionate. We heard a dog barking and thinking that someone was approaching we straightened ourselves out and walked out of the wooded area. A family was walking towards us about 200 yards off so she asked me if we could go back to my house.
I still didn’t think that Christy would follow me in her car so I was checking the mirror all the way home and she was still behind me as I pulled up into the drive. I opened up the house quickly and Christy followed me in. It was a bit chilly so I stuck the heating on, Christy went to use the bathroom and I pottered until she’d finished, she came out and asked for the grand tour. Kitchen, living room, bathroom, bedroom she threw herself on the bed and asked what took me. I got down beside her and we resumed our fondling and kissing.
She then suggested we have a drink and I went off to the kitchen for some wine, when I got back, Christy was under the covers, I gave her the bottle and a glass full and she told me to join her. At first, I didn’t think she had stripped off but she told me to take everything off. I did so, feeling a little selfconscious, and then jumped under the quilt.
We met in the middle; she was deliciously warm and we continued with the kissing, this time as my hands roamed about they came into contact with her young, soft skin. Her nipples were very responsive and she let out small appreciative noises as I played with them – maybe for a bit too long because she asked me if I was going to suck them for her. I dipped under the quilt and soon started wrestling with them, I then thought why not and moved to the bottom of the bed. Covering her legs and thighs with soft kisses and caresses, as I moved up higher nibbling her inner thighs she parted her legs for me and I was soon face to face with her delicious pussy which had a nice growth of hair covering it. I ran my tongue up and down her lips first, pushing my way in between the pubes, then pushed it in a little bit more to part them. Her hands came down to get hold of my head and she lifted her hips towards my face., I was soon sucking her lips and clit into my mouth, sucking hard for a short time and then letting go, after a few minutes of this I rolled onto my back and told her to straddle my face, she climbed onto me in a position so I told her to turn around as if she were facing me.
She was incredibly wet as I ran my tongue back and forth and I told her to fuck my face, I ran my hands up her waist and got hold of her tits, tweaking the nipples, she told me that she was about to cum and I told her not to stop then so she kept on face me which resulted in her hips shaking and her pushing down on me as hard as she could.
She lay down, breathing heavily so I turned toward her and kissed her, running my fingers up to her pussy, pushing her legs apart, and then, as I reached the tops of her thighs, they found her pussy, first one finger and then a second entered her and she started moaning again, pushing against my hand until she was cumming once more. She then pushed herself into a kneeling position and started to play with my erect cock, licking it every so often, lubricating it with her spit as she wanked me. I told her that it wouldn’t take long for me to cum if she kept that up and pretty much as soon as I’d said that, I started to cum. She carried on wanking me and soon had it all over her hands. She then had a taste, and told me it was yummy so I grabbed her hand and licked one of her fingers. She laughed and told me that was very kinky and would I have gone down on her if I’d cum inside or over her pussy. I said of course and with that, she rubbed her cumcovered hands over her wet pussy and told me to do so. I went down on her again, she was still very wet and this time, my cum was added to her juices, she came again not long after I had started and when she’d finished, she gave me a long, y kiss.
As we lay there for the next hour, she was asking me loads of questions and I asked her some too. I found out that she was very bicurious, she’d snogged one of her friends years ago and had a fumble but that was it, she wanted to discover more about the feminine side of things but she also loved the thought of cock and , she had a load of toys at home and told me that she played with them and herself most nights.
She told me about some of her fantasies, that she thought of roleplay a lot, that she’d been online on a couple of sites where she’d ended up playing with herself and watching guys wank over her. I also asked her who the other women in the team were that said they’d fuck me, Lynn was mentioned along with two of her pals I asked if she had ever had a 3 some laughing and Christy told me that she hadn’t but fantasized about it often. I then asked which of the women in the team would she fuck, Lynn again was one of them and pretty much all the other girls in the team but she wasn’t sure what they’d want although they did talk on a Monday about what they’d got up to at weekends, she added that she’d had some flirty chat with a couple of them, discussing fantasies and they’d all been honest and said they were either bi or curious as she was. We spent the rest of the weekend at my house, mostly in bed and talking, getting up for a break in front of the TV or listening to music.
On Monday, the office was again pretty empty but Christy was in with her pals as was Lynn. There was some giggling going on and I was starting to feel a bit selfconscious sitting there looking up now and again wondering who or what they were talking about. Now and then, I’d get a message asking what I was thinking, I told Christy exactly that, that I was thinking of her between Anna’s legs or sucking on Haley’s big tits. Before we finished for the day Christy asked me what I was doing that night. Sitting in the cottage watching telly was my reply so she asked if I’d like to go to hers for a bit of excitement to which I said yes.
At eight, I turned up at the address I had been given, rang the bell and Christy opened the door wearing a long dressing gown, I stepped inside and Christy closed the door behind me. She then let the dressing gown drop down her arms to land in a heap at her feet. Christy was wearing a halfcup basque, thong, stockings, and heels, she had her glasses on, her hair up and her makeup on she looked stunning. She crooked her finger and indicated for me to come to her. We kissed and my hands again were all over her, loving the feel of the silky basque and her stockings and also, her secretarial look. She told me to take all of my clothes off and I was stripped in no time we continued kissing, my hardon pushing up between her legs enjoying the movements she made with her hips.
She then took hold of me and walked me through to a spare room cum office there was a large monitor set up on the desk and two chairs in the room. Christy sat down and told me to do the same, she opened the lid of her laptop and the monitor flashed, her webcam was turned on and Christy had a messenger app open. Christy typed in that ‘we’ were ready and then turned to me and kissed me, she stood up, taking my hand as she did to indicate that I was to stand too. She then got down on her knees and started sucking my cock.
I wrapped the fingers of one hand in her hair and placed the other on the wall, Christy was running one of her hands up and down the back of my thighs whilst holding on to my cock with her other hand, she paused a couple of times to spit on it and every now and then she’d also pause to breathe a bit more but she was telling me what she wanted me to do next in between sucking me.
After about ten minutes, she stood and got into her chair, now pushed back against the door. I got down on my knees and started licking and sucking away at her very wet pussy. We paused so that she could get her left hand onto the keyboard by moving her chair sideways on and I then continued, now and again, in my peripheral vision, I was aware that she was typing and watching someone on their cam too. I could hear moaning other than Christy’s, also.
Soon Christy told me to stop, stood up with her hands on the table, and told me to fuck her. I stood behind her and slipped my cock in between her juicy wet lips and started to fuck her, following Christy’s commands to fuck her faster, harder, softer, or slower before eventually, she told me that she wanted me to cum so to fuck her faster, I was pulling her hair with one hand and playing with one of her tits/nipples with the other, her as fast as I could. Every now and then I’d lose my rhythm and have to get going again, Christy told me to fuck her harder before another voice chipped in telling me to cum on her face,
Christy just told me to do as I was told, got off my cock, and knelt in front of me whilst I started wanking furiously, her hand reached out for the mouse once more and she clicked on her webcam session, a screen popped up, there was a woman in a chair thrusting a vibrator in and out of her wet and juicy pussy, she was wearing stockings and just as I started to cum, I realized that it was Haley from the office, I looked down to see my cock squirting jets of cum over Christy’s face, her mouth open to catch some of it and her tongue sticking out trying to lick the head of my cock.
When we’d finished, Christy told me to sit down and she sat on my knee Haley told us she’d enjoyed the show and that she was jealous, she had a pair of stockings on and a tshirt beneath which, were her fabulous breasts heaving up and down. Christy told her not to be jealous, and that, if it was ok with me, she could join in the next time. Haley said she’d love that and I didn’t hesitate to say I was perfectly ok with anything they wanted to do.
We said goodnight to Haley and then Christy told me that she’d told the girls some of what had happened over the weekend and that Haley had pm’d her to say that all the chat had got her horny and would Christy 1) meet her in the toilets to discuss it more and 2) would Christy like some online company the next time we played.
They’d been talking and flirting for a few weeks about their fantasies and what they’d like to do to each other and with others. I had been a ‘who would you fuck in the team’ answer from both of them and when Christy told Haley that we’d had a wild weekend Haley wanted to know everything, she made the first move in the toilet, grabbing hold of Christy’s boobs and then had a heavy petting session before returning to their desks on a Monday afternoon.
We fucked again later, Christy wanting me to cum inside her this time so I could lick her out afterwards, as she rode my face after we’d fucked. She teased me, asking when I thought I might be available for when she had Haley over for some fun.
